Dichloromethane → Methyl 4-(5-chlorobenzothiazol-2-yl)allophanate

HRID 1438976Notes

Reaction equation

HRID 1438976 reaction equation
[CH3:1][O:2][C:3]([N:5]=[C:6]=[O:7])=[O:4].[NH2:8][C:9]1[S:10][C:11]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:12]=2[N:13]=1.C(Cl)Cl>C(OCC)C>[Cl:18][C:15]1[CH:16]=[CH:17][C:11]2[S:10][C:9]([NH:8][C:6](=[O:7])[NH:5][C:3]([O:2][CH3:1])=[O:4])=[N:13][C:12]=2[CH:14]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 301205-Chloro-2-benzothiazolamineHCID 4156749Methyl isocyanatoformate

Product 1

HCID 21399908Methyl 4-(5-chlorobenzothiazol-2-yl)allophanateYield 85%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

One part by weight of methoxycarbonyl isocyanate was added gradually with stirring to a solution of 2 parts by weight of 2-amino-5-chlorobenzothiazole in 100 parts by weight of methylene chloride and 50 parts by weight of ethyl ether. After stirring the reaction mixture at room temperature overnight, a product was isolated by filtration giving an 85% yield of methyl 4-(5-chlorobenzothiazol-2-yl)allophanate having a melting point of 395°.

Workup

  1. customa product was isolated by filtration

Sources & evidence

ORD record
ord-89999c4997814cb6b13f2981cbb1ca58
Source dataset
uspto-grants-1977_11
Patent number
US04057638

Reaction notes

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